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| CAS No.: | 14667-55-1 |
|---|---|
| Name: | 2,3,5-Trimethylpyrazine |
| Molecular Structure: | |
 |
|
| Formula: | C7H10N2 |
| Molecular Weight: | 122.19 |
| Synonyms: | Pyrazine,trimethyl- (6CI,7CI,8CI,9CI);Trimethylpyrazine;2.3.5-trimethyl pyrazine;Trimethyl-pyrazine; |
| EINECS: | 238-712-0 |
| Density: | 0.979 g/cm3 |
| Melting Point: | 156 °C |
| Boiling Point: | 173.1 °C at 760 mmHg |
| Flash Point: | 54.4 °C |
| Solubility: | |
| Appearance: | clear yellow liquid |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 10-22-36/37/38 |
| Safety: | 16-26-36/37/39 |
| Transport Information: | UN 1993 3/PG 3 |
| PSA: | 25.78000 |
| LogP: | 1.40180 |
| Conditions | Yield |
|---|---|
| With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; hexane for 2h; Heating; | 64% |
2,3-dimethyl-5-trifluoromethanesulfonyloxypyrazine
zinc methyl bromide
2,3,5-trimethylpyrazine
| Conditions | Yield |
|---|---|
| With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 20℃; for 12h; Negishi coupling reaction; Inert atmosphere; | 61% |
2,3-dimethyl-5-trifluoromethanesulfonyloxypyrazine
dimethyl zinc(II)
2,3,5-trimethylpyrazine
| Conditions | Yield |
|---|---|
| With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 20℃; for 12h; Inert atmosphere; | 38% |
| Conditions | Yield |
|---|---|
| With diethyl ether |
N-methyl-2,5-dimethylpyrazinium bromide
A
Tetramethylpyrazine
B
2,3,5-trimethylpyrazine
| Conditions | Yield |
|---|---|
| at 275 - 280℃; |
2,3,5-trimethylpiperazine
2,3,5-trimethylpyrazine
| Conditions | Yield |
|---|---|
| With aluminum oxide; copper oxide-chromium oxide silicon dioxide aluminium oxide catalyst; water; silica gel at 375℃; |
2,3,5-trimethylpyrazine
| Conditions | Yield |
|---|---|
| In toluene at 300℃; Yield given; |
A
1,4-pyrazine
B
2-Methylpyrazine
C
2,5-dimethyl-pyrazine
D
2,3-dimethylpyrazine
E
2,6-dimethylpyrazine
F
2,3,5-trimethylpyrazine
| Conditions | Yield |
|---|---|
| With ammonium hydroxide In glycerol for 9h; Product distribution; Heating; also with amino acids; |
3-amino-2-propanol
A
1,4-pyrazine
B
2-Methylpyrazine
C
2,5-dimethyl-pyrazine
D
2-ethyl-3,6-dimethylpyrazine
E
2,3,5-trimethylpyrazine
| Conditions | Yield |
|---|---|
| With copper chromite at 180℃; for 0.333333h; Product distribution; var. temp.; other aminoalcohols; |
DL-methionine
A
1,4-pyrazine
B
2-Methylpyrazine
C
2,5-dimethyl-pyrazine
D
methyl 3-(methylthio)propionate
E
2,3,5-trimethylpyrazine
| Conditions | Yield |
|---|---|
| With alpha-D-glucopyranose In water at 180℃; for 1h; Product distribution; also with methionine sulfoxide and without glucose; |
A
Tetramethylpyrazine
B
2,3,5-trimethylpyrazine
| Conditions | Yield |
|---|---|
| at 270 - 280℃; |
D-Glucose
L-leucine
A
1,4-pyrazine
B
2-Methylpyrazine
C
2,5-dimethyl-pyrazine
D
2,3-dimethylpyrazine
E
2,6-dimethylpyrazine
F
2,3,5-trimethylpyrazine
| Conditions | Yield |
|---|---|
| With ammonium hydroxide In glycerol at 120℃; for 4h; Product distribution; var. times, solvents, temp., and ratios of reactants, also without leucine; |
3-[(Z)-Allylimino]-butan-2-one oxime
2,3,5-trimethylpyrazine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: potassium tert-butoxide / dimethylsulfoxide / 2 h / 50 °C 2: Et3N / CH2Cl2 / 10 - 20 °C 3: toluene / 300 °C View Scheme |
3-{(E)-[(Z)-Propenyl]imino}-butan-2-one oxime
2,3,5-trimethylpyrazine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: Et3N / CH2Cl2 / 10 - 20 °C 2: toluene / 300 °C View Scheme |
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Molecular Structure of 2,3,5-Trimethylpyrazine (CAS NO.14667-55-1):
.gif)
IUPAC Name: 2,3,5-Trimethylpyrazine
Molecular Formula: C7H10N2
Molecular Weight: 122.17
EINECS: 238-712-0
FEMA: 3244
XLogP3: 1
H-Bond Donor: 0
H-Bond Acceptor: 2
Index of Refraction: 1.503
Molar Refractivity: 36.91 cm3
Molar Volume: 124.7 cm3
Surface Tension: 37.4 dyne/cm
Density: 0.979 g/cm3
Flash Point: 54.4 °C
Enthalpy of Vaporization: 39.26 kJ/mol
Boiling Point: 173.1 °C at 760 mmHg
Vapour Pressure: 1.72 mmHg at 25 °C
Appearance: Clear yellow liquid
storage temp.: Flammables area
Canonical SMILES: CC1=CN=C(C(=N1)C)C
InChI: InChI=1S/C7H10N2/c1-5-4-8-6(2)7(3)9-5/h4H,1-3H3
InChIKey: IAEGWXHKWJGQAZ-UHFFFAOYSA-N
Product Categories: Pyrazines; Heterocyclic Compounds; Mono- & Polyalkylpyrazines; pyrazine Flavor; Building Blocks; Heterocyclic Building Blocks; Alphabetical Listings; Flavors and Fragrances; Q-Z; Pyrazine compounds
2,3,5-Trimethylpyrazine (CAS NO.14667-55-1) is temporarily allowed in the use of food spices mainly for the preparation of flavor in the cocoa, chocolate and fried nuts.
Reported in EPA TSCA Inventory.
Moderately toxic by ingestion. Combustible liquid. When heated to decomposition emits toxic fumes of NOx.
Safety Information of 2,3,5-Trimethylpyrazine (CAS NO.14667-55-1):
Hazard Codes: 
Xn
Risk Statements: 10-22-36/37/38
R10:Flammable.
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 16-26-36/37/39
S16:Keep away from sources of ignition.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN 1993 3/PG 3
WGK Germany: 3
RTECS: UQ3907000
HazardClass: 3
PackingGroup: III
2,3,5-Trimethylpyrazine (CAS NO.14667-55-1), its Synonyms are 2,3,5-Trimethyl pyrazine ; 2,3,5-Trimethyl pyrazine (natural) ; Pyrazine, trimethyl- ; Trimethylpyrazine ; Pyrazine, 2,3,5-trimethyl- ; Pyrazine,trimethyl- (6CI,7CI,8CI,9CI) .
